Book Hotels in Assawoman, VA

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Top Assawoman hotels

Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort

2.5 out of 5
4195 Main St Chincoteague VA
Fully refundable
$103 nightly
The price is $117 total per night from Nov 24 to Nov 25
$117 total
Nov 24 - Nov 25
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. Enjoy the 24-hour gym and free perks like full breakfast and free self parking. There's a hot tub on ...
"There’s nothing like the bayfront balcony views!"

Reviewed on Oct 27, 2026

Opens in a new windowComfort Suites Chincoteague Island Bayfront Resort
Blufin Bungalows & Marina

Blufin Bungalows & Marina

3 out of 5
2477 Main St Chincoteague VA
A seasonal outdoor pool is featured at this vacation home, along with free self parking. WiFi in public areas is free. A convenience store is also provided.
"The overall stay was decent. There were a few concerns. 1. When we arrived it was about 8pm there are no clear directions to the specific cabinucily I decided to go to the Front desk and they have a map. 2nd there are no lights along the path it was very windy because of a storm and the doc was very ..."

Reviewed on Oct 19, 2026

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Opens in a new windowBlufin Bungalows & Marina
Waterside Inn

Waterside Inn

2 out of 5
3761 Main St Chincoteague VA
$53 nightly
The price is $60 total per night from Nov 5 to Nov 6
$60 total
Nov 5 - Nov 6
Total with taxes and fees
A marina and a gym are featured at this smoke-free hotel. Enjoy the seasonal outdoor pool and free perks like on-the-go breakfast and free self parking. Free ...
"Excellent location, excellent staff and breakfast. The only down things - some rooms need furniture upgrades, such as chairs on the balcony, sliding door in our room was barely moving, window screen had gaps, shower curtain needed replacement. Otherwise, it is very good."

Reviewed on Oct 28, 2026

Opens in a new windowWaterside Inn
Best Western Plus Pocomoke City

Best Western Plus Pocomoke City

2.5 out of 5
125 Newtowne Blvd Pocomoke City MD
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $117 total per night from Nov 22 to Nov 23
$117 total
Nov 22 - Nov 23
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, ...
"I like the breakfast and everything is good!"

Reviewed on Oct 22, 2026

Opens in a new windowBest Western Plus Pocomoke City
Days Inn by Wyndham Chincoteague Island

Days Inn by Wyndham Chincoteague Island

2 out of 5
7020 Maddox Blvd Chincoteague VA
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $78 total per night from Nov 27 to Nov 28
$78 total
Nov 27 - Nov 28
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of ...
"A large portion of the lobby was full of stacked chairs to such an extent as too completely spoil the arrival experience to our hotel stay. No breakfast was prepared in advance during our stay. Finally, on the last night of our stay the parties next to our room were noisy and created disruptive racket ..."

Reviewed on Oct 24, 2026

Opens in a new windowDays Inn by Wyndham Chincoteague Island
Chincoteague Inn

Chincoteague Inn

2 out of 5
4417 Deep Hole Road Chincoteague VA
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $89 total per night from Oct 29 to Oct 30
$89 total
Oct 29 - Oct 30
Total with taxes and fees
An outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. A picnic area is also provided.
Opens in a new windowChincoteague Inn
Key West Cottages

Key West Cottages

3 out of 5
4251 Main Street Chincoteague VA
$213 nightly
The price is $239 total per night from Nov 26 to Nov 27
$239 total
Nov 26 - Nov 27
Total with taxes and fees
A private beach and an outdoor pool are featured at this smoke-free cottage. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. ...
Opens in a new windowKey West Cottages
Marina Bay Hotel & Suites, an Ascend Collection Hotel

Marina Bay Hotel & Suites, an Ascend Collection Hotel

2.5 out of 5
3801 Main St Chincoteague VA
Fully refundable
$93 nightly
The price is $105 total per night from Nov 3 to Nov 4
$105 total
Nov 3 - Nov 4
Total with taxes and fees
A marina and a gym are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy a meal from ...
Opens in a new windowMarina Bay Hotel & Suites, an Ascend Collection Hotel
Spark by Hilton Chincoteague Island

Spark by Hilton Chincoteague Island

2.5 out of 5
7105 Maddox Boulevard Chincoteague VA
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $95 total per night from Nov 5 to Nov 6
$95 total
Nov 5 - Nov 6
Total with taxes and fees
This hotel features a gym and a seasonal outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies ...
Opens in a new windowSpark by Hilton Chincoteague Island
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

What are the top kid-friendly hotels in Assawoman?
From cool amenities to extra space, kid-friendly hotels come with features that can help transform a good family vacation into an incredible one. These Assawoman properties make getting away with your youngsters a piece of cake: The whole gang will enjoy staying at Modern farmhouse close to beach and fishing!. A water park and a nearby beach are among the things that help make this hotel a popular option. Also look up Cabin at Holdens Creek on Eastern Shore of VA. It offers animal viewing activities, a fireplace and lots of opportunities to spend time together.
Where can I find cheap hotels in Assawoman?
At Travelocity you'll find really nice hotels in Assawoman at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Assawoman rather than in Assawoman. We may find you even better rates, too.
How do I find the best Assawoman hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Assawoman then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Assawoman?
The cheapest hotel in Assawoman is $60. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Assawoman?
There are 792 hotels in Assawoman on Travelocity.
What are the best hotels in Assawoman?
Assawoman has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Assawoman for you!
When is the best time to visit Assawoman?
If you want the joy of a fun-filled trip in peak season, visit Assawoman during March, July and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as November, December and January.
When is the cheapest time to stay in Assawoman?
Based on historic data is usually the cheapest month to visit Assawoman. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Assawoman?
There are multiple hotels in Assawoman that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Assawoman. We have plenty of kid-friendly hotels in Assawoman to choose from on Travelocity!
Why book a hotel in Assawoman through Travelocity?
Because we have the top hotels in Assawoman! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Assawoman on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Assawoman hotel reviews by fellow wanderers

Waterside Inn

Waterside Inn

4 out of 5
Posted 9 hours ago
Travelocity Verified Review
"Excellent location, excellent staff and breakfast. The only down things - some rooms need furniture upgrades, such as chairs on the balcony, sliding door in our room was barely moving, window screen had gaps, shower curtain needed replacement. Otherwise, it is very good."
A verified traveler stayed at Waterside Inn
Waterside Inn